Annual Key West Rentals

Looking for a long term rental home? At Home in Key West, Inc. can help you find the perfect fit for your lifestyle and budget. We are ready to help you make an informed choice on your next residence. Whether it is a lovely “conch” style home with a private swimming pool in historic Old Town Key West, a sunny condo situated on the Atlantic Ocean or a bungalow overlooking the course at the Key West Golf Club, we have a large, diverse inventory of properties throughout the island that will fit your needs.

As a tenant at one of our properties, our property management will provide you with an unmatched assurance as you are able to rest easy in your new home, confident that we have provided you with a safe and comfortable dwelling. At Home In Key West, Inc. maintains a close relationship with our tenants and the property owners to ensure that you and your family have an enjoyable stay. As an added measure of protection for both the resident and owner all properties are cleaned, inspected and videotaped prior to occupancy.

Get more out of your Key West Vacation by lodging with us long term.

Please feel free to call our office to see if we have any last minute additions to our inventory.

APPLICATION: All tenants over the age of 18 must complete an application for a credit and background check. As a good rule of thumb your gross income should equal or exceed 2 times the rent. PETS: The majority of our properties are “Pet Friendly”. However, please discuss your Pet before the showing. We will require a photo of your pet and a non-refundable pet fee.


1322 Thompson

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1322 Thompson
Spacious and airy single-family home offers 2 bedrooms 2 baths in main house and a separate mother-in-law suite with 1 bedroom 1 bath. There is a secluded courtyard between the two units. With lush landscaping and your own private pool. OSP. Available NOW. $3,500/mo + $150/mo pool fee + utilities Small pets considered. House approx. 1552 sq. ft.; cottage 252 sq. ft. PROPERTY ALSO FOR SALE.

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703-2 Eaton Street

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703-2 Eaton Street
This lovely, spacious unfurnished second floor 2/2 is located in the heart of historic Old Town. Amenities include gated entrances, central AC and shared swimming pool. Pets considered. Approx 1000 sq. ft. Available June. $2100/mo + utilities. PROPERTY IS IN FORECLOSURE.

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3355 Flagler

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3355 Flagler
Three bedroom three bath town-home, with a balcony overlooking deck with private spa. Lots of closet space; covered off-street Parking. Washer/dryer, central AC. Available Mid-July Pets considered. $2400/month + utilities. Approx. 1618 sq. ft.

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147 Golf Club Drive

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147 Golf Club Drive
Very nice 2/1 townhome is located in the gated community of the Key West Golf Club. Amenities include: dishwasher, central AC, washer/dryer, screened-in deck, 2 pools and work-out room. Available June - Dec. 31. Pets considered. $1800/mo plus all utilties.

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17 Coral Way

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17 Coral Way
Lovely three bedroom, three bath townhome comes fully furnished. Amenities include a gated community, covered parking, community pool, private decks, washer/dryer and two master "suites". Available June. Small pets considered. $2,400/mo + all utilities

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55 Boca Chica
1/1 mobile home on canal located at the Seaside Resort (mm 10.5) -- gated community with two pools. Home features eat-in kitchen, AC, washer/dryer, shed, dock. Perfect for one person or couple. Approx. 816 sq. ft. Sorry no pets. Available June. $1575/mo + elec & gas (stove). Photos coming soon.

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1205-1 Virginia

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1205-1 Virginia
First floor 1/1 apartment offers a recently upgraded kitchen; conveniently located near shops and restaurants. Amenities include washer/dryer, Central AC. Pets considered. Approx. 450 sq. ft. Available July. $1400/mo plus utilities

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Please take note and be aware: All information is deemed reliable, but not guaranteed. These properties are offered subject to errors, omissions, and price changes, prior to rental or possible withdrawal. While care is taken in obtaining and publishing this information, to make a decision to rent or not to rent a property, prospective tenants must verify this information to their satisfaction prior to making a commitment on a property.